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Synthesis and biological evaluation of 4-imidazolylflavans as nonsteroidal aromatase inhibitors.

Abstract：

:A series of 4-imidazolylflavans having a variety of substituents on the 2-phenyl ring was synthesized and investigated for their inhibitory effect against aromatase. Structure-activity relationships of these compounds were determined. An additional chlorine atom or a cyano group at the 4' position did not enhance aromatase inhibition as well as a 3'-hydroxyl group. The influence of an additional 4'-hydroxyl group depends on the substitution pattern of A ring. Among these molecules, 4'-hydroxy-4-imidazolyl-7-methoxyflavan is only 2.2-fold less active than the letrozole (as assessed by IC50 values). Letrozole is used as the first-line therapy for metastatic breast cancer.

journal_name

Bioorg Chem

journal_title

Bioorganic chemistry

authors

Pouget C,Yahiaoui S,Fagnere C,Habrioux G,Chulia AJ

doi

10.1016/j.bioorg.2004.06.008

subject

Has Abstract

pub_date

2004-12-01 00:00:00

pages

494-503

issue

6

eissn

0045-2068

issn

1090-2120

pii

S0045-2068(04)00058-6

journal_volume

32

pub_type

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